To achieve an off-duty ensemble with a fashionable spin, you can dress in a beige sweatshirt and blue jeans. For a smarter spin, why not complement your ensemble with dark brown leather casual boots? In the winter season, when functionality is the priority, it can be easy to surrender to a less-than-stylish look. This look, however, is a striking example that you totally can stay toasty and remain stylish at the same time during the winter season. This outfit illustrates that staying fashionable as you slip into your 30s is totally doable.